D3254

7,12-Dimethylbenz[a]anthracene

≥95%

• Synonym(s): 1,4-Dimethyl-2,3-benzophenanthrene, 9,10-Dimethyl-1,2-benzanthracene, DMBA
• Empirical Formula (Hill Notation): C₂₀H₁₆
• CAS Number: 57-97-6
• Molecular Weight: 256.34
• Beilstein: 1912135
• EC Number: 200-359-5
• MDL number: MFCD00003600
• UNSPSC Code: 12352200
• PubChem Substance ID: 24893738
• NACRES: NA.25

Properties

• Assay: ≥95%
• form: powder
• mp: 122-123 °C (lit.)
• application(s): metabolomics; vitamins, nutraceuticals, and natural products
• SMILES string: Cc1c2ccccc2c(C)c3c1ccc4ccccc34
• InChI: 1S/C20H16/c1-13-16-8-5-6-9-17(16)14(2)20-18(13)12-11-15-7-3-4-10-19(15)20/h3-12H,1-2H3
• InChI key: ARSRBNBHOADGJU-UHFFFAOYSA-N

Description

General description

7,12-Dimethylbenz[a]anthracene belongs to the category of polycyclic aromatic hydrocarbons. It is a carcinogenic organic pollutant generated from the incomplete combustion of gasoline and coal.

Application

7,12-Dimethylbenz[a]anthracene was used:

• to study the effects of Cimicifuga racemosa (CR) extract on the growth of mammary tumor induced by 7,12-Dimethylbenz[a]anthracene
• in the study to compare the anti-carcinogenic properties of four red wine polyphenols as an initiator to cause skin cancer in CD-1 mouse model
• to induce epithelial carcinogenicity in order to study the apoptotic, proliferating and p12^doc-1 profiles of normal, hyperplastic, dysplastic and malignant oral epithelium in the cheek pouch of the Syrian hamster
• to cause mammary tumors to examine the causes and prevention of triacylglycerol accumulation in rat liver due to tamoxifen

Biochem/physiol Actions

7,12-Dimethylbenz[a]anthracene has been found to be cytotoxic in nature, having carcinogenic properties. It also shows selective necrosis and hemorrhaging in the adrenal gland along with an inhibitory effect on plasma alkaline phosphatase levels. Its damaging effects are due to its ability to form charge transfer complexes by donating electrons to appropriate electron acceptors.

Safety Information

• Pictograms: GHS08,GHS07
• Signal Word: Danger
• Hazard Statements: H302,H350
• Precautionary Statements: P202 - P264 - P280 - P301 + P312 - P308 + P313 - P405
• Hazard Classifications: Acute Tox. 4 Oral - Carc. 1B
• Storage Class Code: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves